18 roles · 14 companies · 2009–now

Career

Economist, paid search, growth marketing, then AI. Every role I’ve held, newest first.

  1. 2024–

    EveryNow

    Head of Evals, after a stint leading AI tech consulting, and author of the Also True for Humans column.

    • Head of Evals

      Aug 2026 – Present · 3 mos

      Working across teams to help people build personal benchmarks for evaluating new models from the major AI labs, and teaching agents to build up knowledge of their users so they get better over time.

    • Head of AI Tech Consulting

      Jan 2026 – Aug 2026 · 8 mos

      Led AI consulting engagements with technology teams: designed training, delivered client work and collaborated with the major research labs.

    • Columnist, Also True for Humans

      2024 – Present

  2. 2024–

    O’Reilly MediaNow

    Author of two books on building reliable systems with language models.

    • Author, Context Engineering with DSPy

      Oct 2025 – Present · 1 yr 1 mo

      A second book: self-optimizing prompt pipelines for building reliable AI agents with DSPy.

    • Co-author, Prompt Engineering for Generative AI

      Jun 2024 – Mar 2025 · 10 mos

      A guide to prompting LLMs and diffusion models, written with James Phoenix, including the code and notebooks.

  3. 2022–

    Marketing MemeticsNow

    A book on creative testing.

    • Author

      Jan 2022 – Present · 4 yrs 10 mos

      How to break campaigns into their components, test them and reuse what works.

  4. 2020–

    VexpowerNow

    Simulator-based courses for data-driven marketers who want to be more technical.

    • Co-founder

      Oct 2020 – Present · 6 yrs 1 mo

      Courses on creative testing, marketing mix modeling, RFM analysis, pricing strategy and media optimization.

  5. 2025

    Ask Rally

    Co-founder of Rally, an AI persona tool for synthetic market research: simulated audiences calibrated against real people.

    • Co-founder

      Jan 2025 – Dec 2025 · 1 yr

      Built the first prototype and ran R&D and evals, using DSPy to calibrate personas. Scaled to 5,000 parallel persona queries for enterprise projects, and grew to 6,000 users and 200 paying customers.

  6. 2020–25

    Saxifrage

    A holding company for growth experiments and products, including Vexpower, and these days a lab for AI evals and prompt optimization.

    • AI Engineer

      Jun 2020 – Dec 2025 · 5 yrs 7 mos

      Solo consulting: prompt engineering experiments with models from OpenAI, Anthropic, Google and open source, either hands-on in notebooks or embedded in a client’s engineering team. Also behind Vexpower and the Complete Prompt Engineering Bootcamp on Udemy.

  7. 2022–23

    Recast

    Wrote about marketing mix modeling, incrementality testing and measurement for Recast’s blog.

    • Contributing writer

      2022 – 2023

  8. 2014–20

    Ladder

    Co-founded a growth marketing agency that grew to 50 people in three countries and ran thousands of experiments for clients.

    • Co-founder and COO

      Aug 2014 – Mar 2020 · 5 yrs 8 mos

      Helped grow over 200 clients across the major digital channels, with a team across the US, UK and EU.

  9. 2015

    Sumo Group

    SumoMe.com and AppSumo.com.

    • Marketing Sumo

      Aug 2015 – Nov 2015 · 4 mos

      Ran paid user acquisition to grow the install base.

  10. 2013–14

    ShopStyle by POPSUGAR

    Fashion shopping search.

    • Digital Marketing Manager

      Dec 2013 – Sep 2014 · 10 mos

      Owned UK marketing strategy across paid search, SEO, email and other channels.

  11. 2011–13

    Travelzoo

    Travel deals publisher.

    • Associate Product Manager, Marketing

      Apr 2013 – Dec 2013 · 9 mos

      Coordinated marketing product requirements across North America and Europe.

    • Marketing Executive

      Sep 2011 – Apr 2013 · 1 yr 8 mos

      Led subscriber acquisition and paid search.

  12. 2010–11

    Efficient Frontier

    Search advertising management platform.

    • Associate Account Manager

      Jun 2010 – Sep 2011 · 1 yr 4 mos

      Client-facing analysis and strategy for online advertisers.

  13. 2009–10

    Travelex

    Foreign exchange.

    • Client Manager

      Oct 2009 – Jun 2010 · 9 mos

      Client retention and reactivation.

  14. 2009

    Department for Work and Pensions

    UK government.

    • Economist (Intern)

      Jun 2009 – Sep 2009 · 4 mos